Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 13, Issue 17, Pages 2453-2457Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201800150
Keywords
alkenes; copper; heteroaryl migration; silanes; silyl radicals
Categories
Funding
- National Natural Science Foundation of China [21722205]
- Project of Scientific and Technologic Infrastructure of Suzhou [SZS201708]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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A copper-catalyzed protocol for heteroarylsilylation of unactivated olefins is disclosed herein. The addition of a silyl radical to an alkene triggers a subsequent intramolecular heteroaryl migration. Heteroaryl groups such as benzothiazolyl, thiazolyl, imidazolyl, and pyridyl showcase their migratory aptitudes. A variety of heteroaryl-substituted alkyl silanes are readily generated in synthetically useful yields.
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